4-Amino-3,5-dichloro-alpha-bromoacetophenone supplier

Name
4-Amino-3,5-dichloro-alpha-bromoacetophenone
EINECS 253-367-6
CAS No. 37148-47-3
Article Data18
CAS DataBase
Density 1.764 g/cm³
Solubility
Melting Point 142-145 °C
Formula C₈H₆BrCl₂NO
Boiling Point 396.4 °C at 760 mmHg
Molecular Weight 282.952
Flash Point 193.6 °C
Transport Information
Appearance Yellow solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-(4-Amino-3,5-dichlorophenyl)-2-bromoethanone;4-Amino-w-bromo-3,5-dichloroacetophenone;
PSA 43.09000
LogP 3.73440

Synthetic route

: 37148-48-4
1-(4-amino-3,5-dichlorophenyl)-1-ethanone

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

Conditions

Conditions	Yield
With bromine at 20℃; for 3h;	95.2%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In chloroform for 0.5h; Reflux; Inert atmosphere; Stage #2: With triethylamine; phosphonic acid diethyl ester In tetrahydrofuran at 0 - 20℃; for 0.166667h; Inert atmosphere;	89%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In tetrahydrofuran; chloroform for 0.416667h; Reflux; Stage #2: With diethyl phosphite; triethylamine In tetrahydrofuran at 20℃; for 0.166667h;	89%

: 608-31-1
2,6-Dichloroaniline

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron(III) chloride / chloroform / 6 h / 0 - 20 °C 2: bromine / 3 h / 20 °C View Scheme

: 99-92-3
4-Aminoacetophenone

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-chloro-succinimide / acetonitrile / 4.5 h / 20 °C 2: copper(ll) bromide / ethyl acetate; chloroform; ethanol / 2 h / Reflux View Scheme

: 6045-08-5
1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-amine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 4-amino-α-D9-tert-butylamine-3,5-dichloroacetophenone hydrochloride

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 6h; Solvent;	96%
With N-ethyl-N,N-diisopropylamine In chloroform for 3h; Reflux;	72%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 124-68-5
2-Amino-2-methyl-1-propanol

: 1-(4-amino-3,5-dichlorophenyl)-2-(1-hydroxy-2-methylpropan-2-ylamino)ethanone

Conditions

Conditions	Yield
In chloroform at 20℃; for 2h;	91%

: 27646-80-6
N-Methyl-2-amino-2-methyl-1-propanol

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 1242652-49-8
2-(4-amino-3,5-dichlorophenyl)-4,5,5-trimethylmorpholin-2-ol

Conditions

Conditions	Yield
In chloroform at 20℃; for 2h;	91%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 10312-55-7
3-aminoterephthalic acid

: 2-aminoterephthalic acid bis-[2-(4-amino-3,5-dichlorophenyl)-2-oxo-ethyl] ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 1h;	90%

: 32187-15-8
thioanthranilic acid

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: S-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl]-2-aminobenzenecarbothioate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	90%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 18197-26-7
sodium diformamide

: C10H8Cl2N2O3

Conditions

Conditions	Yield
In acetonitrile at 70℃; for 2h;	88.1%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 85743-02-8
2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester

: 1-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl]-4-methyl-2-aminoterephthalate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃;	82%

: 5699-40-1
acetylguanidine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: N-(4-(4-amino-3,5-dichlorophenyl)-1H-imidazol-2-yl)acetamide

Conditions

Conditions	Yield
In acetonitrile at 100℃; for 3h;	81%
In acetonitrile at 100℃; for 3h;	81%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 75-31-0
isopropylamine

: 1-(4-amino-3,5-dichloro)-2-isopropylaminoethanone

Conditions

Conditions	Yield
at 20℃; for 6h;	80.2%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: d7-isopropylamine

: D7-1-(4-amino-3,5-dichloro)-2-isopropylaminoethanone

Conditions

Conditions	Yield
for 3h; Reflux;	79.5%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 118-92-3
anthranilic acid

: 2-Amino-benzoic acid 2-(4-amino-3,5-dichloro-phenyl)-2-oxo-ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide 1.) 90 - 100 deg C, 2.) 25 - 28 deg C, 1 h;	79%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 17356-08-0
thiourea

: 4-(4-amino-3,5-dichlorophenyl)thiazol-2-amine

Conditions

Conditions	Yield
In water at 20℃; for 2h;	76%
In water at 20℃; for 2h;	76%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 56-04-2
2-mercapto-6-methylpyrimidin-4(3H)-one

: 2-((2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl)thio)-6-methylpyrimidin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 2-mercapto-6-methylpyrimidin-4(3H)-one With potassium hydroxide In methanol at 22 - 25℃; under 760.014 Torr; for 0.25h; Inert atmosphere; Stage #2: 1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one In methanol at 22 - 25℃; under 760.014 Torr; for 12h; Inert atmosphere;	71%

: 5434-20-8
3-aminophthalic acid

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: C24H17Cl4N3O6

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 2h;	68%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 141-90-2
2-mercaptopyrimidin-4(3H)-one

: 2-((2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl)thio)-pyrimidin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 2-mercaptopyrimidin-4(3H)-one With potassium hydroxide In methanol at 22 - 25℃; under 760.014 Torr; for 0.25h; Inert atmosphere; Stage #2: 1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one In methanol at 22 - 25℃; under 760.014 Torr; for 12h; Inert atmosphere;	68%

: 6045-08-5
1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-amine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: clenbuterol-D9

Conditions

Conditions	Yield
Stage #1: 1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-amine; 1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one With tetrabutylammomium bromide In dichloromethane at 30℃; for 5h; Stage #2: With sodium tetrahydroborate In dichloromethane at 20℃; for 5h;	57.8%

: 2306-33-4
monoethyl phthalate

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: o-phthalic acid 1-[2-(4-amino-3,5-dichlorophenyl)-2-oxoethyl] ester 2-ethyl ester

Conditions

Conditions	Yield
With triethylamine In acetone for 0.5h; Heating;	52%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 372-09-8
cyanoacetic acid

: 1078715-64-6
C11H8Cl2N2O3

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 0℃; for 5h;	51%

: 4442-59-5
(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)amine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 1-(4-amino-3,5-dichlorophenyl)-2-(1,4-benzodioxan-2-methylamino)etanone hydrochloride

Conditions

Conditions	Yield
In methanol for 6h; Heating;	50%

: 1071-46-1
hydrogen ethyl malonate

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 1078715-65-7
C13H13Cl2NO5

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 0℃; for 1h;	43%

: 55432-59-2
<(β,β,β,β',β',β'-D6)isopropyl>amine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: (d6)-1-(4-amino-3,5-dichlorophenyl)-2-(isopropylamino)ethan-1-one

Conditions

Conditions	Yield
In chloroform at 63℃; for 5h; Sealed tube;	37.4%

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 75-64-9
tert-butylamine

: 37148-27-9
clenbuterol

Conditions

Conditions	Yield
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one; tert-butylamine In tetrahydrofuran; ethanol at 0 - 20℃; for 4h; Inert atmosphere; Stage #2: With potassium borohydride In tetrahydrofuran; ethanol for 2h; Cooling with ice; Stage #3: With methanol In tetrahydrofuran; ethanol at 20℃; for 16h;	35%

: 110-91-8
morpholine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 37163-03-4
1-(4-amino-3,5-dichloro-phenyl)-2-morpholin-4-yl-ethanol

Conditions

Conditions	Yield
(i), (ii) NaBH4; Multistep reaction;

: 6045-08-5
1,1,1,3,3,3-hexadeuterio-2-(trideuteriomethyl)propan-2-amine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 4-amino-α-D9-tert-butylamino-3,5-dichloroacetophenone

Conditions

Conditions	Yield
In chloroform for 2h; Heating;

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 3-(4-amino-3,5-dichlorobenzoyl)-4-hydroxyisochromen-1-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 percent / triethylamine / acetone / 0.5 h / Heating 2: 82 percent / KOH / 1-methyl-pyrrolidin-2-one / 2 h / 45 °C View Scheme

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: 4-amino-3,5-dichloro-α-(1,4-benzodioxan-2-methylaminomethyl)benzenemethanol hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / methanol / 6 h / Heating 2: 58 percent / sodium borohydride / methanol; H2O / 1.) 0 deg C; 2.) rt, 1 h View Scheme

: (R)-1-methyl-3-(4-aminocarbonylphenyl)propylamine

: 37148-47-3
1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

: p-[(R)-3-[bis-[(RS)-4-amino-3,5-dichloro-β-hydroxyphenethyl]amino]butyl]benzamide

Conditions

Conditions	Yield
With sodium borohydrid; ammonia In methanol; chloroform; water

4-Amino-3,5-dichloro-alpha-bromoacetophenone Specification

The Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo-, with the CAS registry number 37148-47-3 and EINECS registry number 253-367-6, has the systematic name of 1-(4-amino-3,5-dichlorophenyl)-2-bromoethanone. It is a kind of yellow solid, and belongs to the following product categories: Aromatics Compounds; Aromatics. And the molecular formula of the chemical is C₈H₆BrCl₂NO.

The characteristics of Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo- are as followings: (1)ACD/LogP: 3.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.39; (4)ACD/LogD (pH 7.4): 3.39; (5)ACD/BCF (pH 5.5): 223.64; (6)ACD/BCF (pH 7.4): 223.64; (7)ACD/KOC (pH 5.5): 1672.69; (8)ACD/KOC (pH 7.4): 1672.69; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.643; (14)Molar Refractivity: 58.03 cm³; (15)Molar Volume: 160.3 cm³; (16)Polarizability: 23×10^-24cm³; (17)Surface Tension: 57.8 dyne/cm; (18)Density: 1.764 g/cm³; (19)Flash Point: 193.6 °C; (20)Enthalpy of Vaporization: 64.67 kJ/mol; (21)Boiling Point: 396.4 °C at 760 mmHg; (22)Vapour Pressure: 1.71E-06 mmHg at 25°C.

Uses of Ethanone,1-(4-amino-3,5-dichlorophenyl)-2-bromo-: It can react with 2-amino-benzoic acid to produce 2-amino-benzoic acid 2-(4-amino-3,5-dichloro-phenyl)-2-oxo-ethyl ester. This reaction will need reagent NaHCO₃, and the menstruum dimethylformamide. And the yield is about 79%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)CBr
(2)InChI: InChI=1/C8H6BrCl2NO/c9-3-7(13)4-1-5(10)8(12)6(11)2-4/h1-2H,3,12H2
(3)InChIKey: ATKJJUFAWYSFID-UHFFFAOYAL

Product Name

4-Amino-3,5-dichloro-alpha-bromoacetophenone

Synthetic route

4-Amino-3,5-dichloro-alpha-bromoacetophenone Specification

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